1-methylpiperidin-3-yl 4-methoxyphenethyl(phenyl)carbamate

ID: ALA4540291

PubChem CID: 155549890

Max Phase: Preclinical

Molecular Formula: C22H28N2O3

Molecular Weight: 368.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CCN(C(=O)OC2CCCN(C)C2)c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H28N2O3/c1-23-15-6-9-21(17-23)27-22(25)24(19-7-4-3-5-8-19)16-14-18-10-12-20(26-2)13-11-18/h3-5,7-8,10-13,21H,6,9,14-17H2,1-2H3

Standard InChI Key:  BHZGFEFKRNVCQX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.7528   -8.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7516   -8.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4664   -9.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1828   -8.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1800   -8.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4646   -7.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4662  -10.2152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7517  -10.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7515  -11.4525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0373  -10.2149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1806  -10.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8952  -10.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6095  -10.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6054  -11.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3189  -11.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0345  -11.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0320  -10.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3179  -10.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7494  -11.8630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4634  -11.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3227  -10.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6076  -10.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8951  -10.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8907  -11.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6050  -11.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3236  -11.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1824  -10.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
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 12 13  1  0
 13 14  2  0
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 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 10 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540291

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.48

Molecular Weight (Monoisotopic): 368.2100

AlogP: 3.98

#Rotatable Bonds: 6

Polar Surface Area: 42.01

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.97

CX LogP: 4.03

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -0.68

References

1. Lee NR, Gujarathi S, Bommagani S, Siripurapu K, Zheng G, Dwoskin LP..  (2019)  Muscarinic agonist, (±)-quinuclidin-3-yl-(4-fluorophenethyl)(phenyl)carbamate: High affinity, but low subtype selectivity for human M1 - M5 muscarinic acetylcholine receptors.,  29  (3): [PMID:30554957] [10.1016/j.bmcl.2018.12.022]

Source

Source(1):

• Scientific Literature